Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground Reviews, Deals & Photos 2026

Q: Is Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground pet-friendly?

Yes, pets are allowed at this property.

Q: How much is parking at Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground?

On-site parking is available at the property.

Q: Where is Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground located?

Located in the heart of Winter Park, this condo building is within a 5-minute walk of Hideaway Park and Winter Park Visitor Center. Bella Vita and Blue Sky Massage are also within 10 minutes.

10/10 Excellent

Clayton W.

12 Jul 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful property and ideal location, as well as terrific communication with the property manager.

Stayed 2 nights in Jul 2025

10/10 Excellent

Aaron S.

14 Apr 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Place is great value due to its nice layout and proximity to winter park town. Very responsive team!

Stayed 4 nights in Apr 2025

10/10 Excellent

Arra M.

10 Feb 2025

Liked: Cleanliness, check-in, communication, location, listing accuracy

All Expectations Met

This unit met all of our expectations! The images represented the property accurately and it was a spacious and well appointed unit. Strategically located in the Winter Park area. The property management was courteous, kind and prompt on all occasions. We will be returning!

Stayed 3 nights in Jan 2025

8/10 Good

Bill J.

27 Jun 2022

Liked: Check-in, communication, location, listing accuracy

GREAT LOCATION

We were very comfortable at this property. Close to Hideaway Park. Walking distance to restaurants.

Stayed 4 nights in Jun 2022

10/10 Excellent

Mary A.

27 Mar 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Birthday skiing

We enjoyed a nice stay here - lots of skiing and birthday celebrations. Hope to be back next year!

Stayed 5 nights in Mar 2023

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Shelly G.

10 Jul 2023

sleeping on a cloud!

We very much enjoyed our stay! We were very appreciative to check-in a full three hours earlier than the 4pm check-in time. The bed was SO incredibly comfortable, loved it!

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Carolyn M.

23 Jul 2024

Convenient

Located in the heart of Winter Park, right across from the park and activities, very convenient to walk to most everything. The condo has a nice deck overlooking the bustle of the area. Well stocked and very clean. Comfortable and quality furnishings. We enjoyed our stay!

8/10 Good

linda s.

23 Feb 2023

Liked: Cleanliness, check-in, communication, listing accuracy

SKI Vaca

perfect for our group. A little far to get to the lifts. Town location was good.

Stayed 7 nights in Jan 2023

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Alejandro L.

30 Dec 2024

There will be snow!!

Agent Jill, assured me that our grandchildren would enjoy snow for the first time! And did they!!! Daily snow including Christmas Day creating a winter wonderland. Trailhead Lodge 133 was perfect for the seven of us. The view of town and the kid's park was great. A convenient location for trips to the Gondola, sleighride and dog sledding ( Dashing thru the snow) was perfect. We took home memories of God's creation in our hearts!

10/10 Excellent

Jennifer F.

5 Nov 2018

We loved it!

This condo was great! Clean, beautiful finishes and tons of natural light. We had our 4 small children and my mother in law and all fit comfortably. The kids LOVED the heated pool and hot tub. We would definitely stay here again.

Stayed 2 nights in Oct 2018

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

John K.

10 Aug 2021

Great vacation spot!

The condo was beautiful and inviting with lots of room for our group of 6. The complex had a beautiful clubhouse with a pool & hot tub that we enjoyed thoroughly. Everything we needed was included and all our activities were within walking distance. All our questions were answered in a timely manner. We are thrilled to recommend!!

10/10 Excellent

Alec G.

17 Feb 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location in Winter Park!

The space was excellent. It was conveniently located to bus routes, restaurants, a wonderful park, and ski rentals. We utilized all of the amenities which included the common hot tub/pool, grill, and games! Everyone was comfortable and happy. Would highly recommned.

Stayed 4 nights in Feb 2022

10/10 Excellent

Amanda I.

2 Feb 2020

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great condo

This unit was recommended to us by friends. It was perfect for a long weekend from Denver. Great access to trails, red line bus to the mountain. We will be back. Thx!

Stayed 2 nights in Jan 2020

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jennifer K.

10 Aug 2022

Excellent

The condo was better than expected! Everything was in great shape and fully stocked with anything we might need. We appreciated the personal note of welcome, especially for our dog. The location was fantastic for about anything you want to do in town and we walked to groceries and restaurants at night. Balcony overlooks the park and we enjoyed live music there twice!

This review was submitted before 2018 and has not been verified.

10/10 Excellent

Suzanne W., Greenwood Village

28 Oct 2017

Will be back!

Gosh, this VRBO is hard to top. I received a call the day before to make sure I had all the check-in information and a call after we checked out to make sure everything was to our satisfaction. We enjoyed the fully stocked kitchen and the trail that is right outside and the park across the street. Our family really enjoyed our stay and we definitely will be back! Thanks for your hospitality.

Stayed 2 nights in Oct 2017

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Finola A.

22 Jun 2021

Awesome Visit to Winter Park!

Our Trailhead unit was spotless and had everything one could possibly need while staying for several days. We were close to everything, in the middle of town but set back from the main street so you were still able to relax and enjoy the 3rd floor views from the deck in peace. The pool/bbq area allowed us to host a small group of our friends and their kids. We'll be back!

10/10 Excellent

Craig S.

9 Jan 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fun in Winter Park

We have stayed at Winter Park for several years and this was by far the nicest place. The apartment was big enough for 6 adults to have privacy. The beds were all comfortable. The kitchen was well stocked and we used it daily. The complex had a pool and hot tub that were enjoyable. It is in an excellent location in town next to the town park. The management company contacted us before and during the stay to make sure everything was perfect. Highly recommend.

Stayed 5 nights in Dec 2023

10/10 Excellent

David L.

10 Jan 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Winter Park Condo

We stayed in this top floor condo for four nights in January. We enjoyed the lofted ceilings and the layout especially of the living room and kitchen. The furniture was very comfortable. The only negative was that upon our arrival the elevator was broken but it was repaired by the time we departed. There is some construction next-door which we were warned about, but it would not be a reason to avoid this property. We would stay there again without hesitation.

Stayed 4 nights in Jan 2023

This review comes from a trusted partner site and has not been verified.

8/10 Good

Galen H.

16 Mar 2022

Great condo in great location.

The condo was nice and spacious. Had everything you need in kitchen. Great views of mountain and winter park ski slope. Great location next to hideaway park. My dog loved playing in the snow at the park and walking on trail down to creek. Easy walk to shuttle but we drove and did the $10 pay parking on most days. Winter park lodging company was very quick to fix any issues we had. I have to say they take excellent care of their clients. We will be back again next year.

10/10 Excellent

John B.

27 Nov 2022

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good location. Elevator out of service upon arrival. Not optimal to get all our gear into the condo

Elevator problem was addressed and corrected in a timely manner.

Stayed 7 nights in Nov 2022

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mary D.

30 Dec 2022

Trailhead lodge 133

Trailhead lodge133 was perfect for our family of 5 and our dog. The bedrooms, kitchen, living room and dining room were very spacious. Everything in the condo had an updated look and in great shape.The lodge is in a great location; close to shops, restaurants and bars. We had a lot of fun going on the sleds down a small hill, which is located at the park by the front entrance. The condo was well stocked with every appliance you would need for cooking and it was very clean upon arrival. The company handling the rental was very nice and went out of their way to try helping us when we left an item there. Thank you for a fun family vacation! :)

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kevin T.

4 Apr 2021

Best Ever my third time staying here.

Love it, this is my third time staying here, and the #133 is my favorite of the units my family and I have stayed at. only 5 minutes from skiing, and hopefully once Scamdemic is over (which may take forever in CO) the use of the pool and hot tub will be back. I can't speak highly enough of the place, and they are great for people with Wheelchairs as an elevator is there and the rooms are spacious, only issue I have, and this is not with the Unit's themselves, but the Handicap parking spaces are piled up with snow which is a crying shame so in winter good luck finding accessible parking, as they or the service that plows/clears the snow, illegally pushes and dumps it into the handicap spots ☹️. Other than that,, its great and will be back again

10/10 Excellent

Holly C.

18 Feb 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great condo!

Good location in town. Walking trails at the back of the condo complex. Nice clubhouse with pool and hot tub. Condo does get very warm being on the third floor but easy enough to turn off the heat and open a window. The elevator did not work but the stairs are not steep so easily manageable, even with the altitude. Perfect size condo for our group of two couples and one teenager. Well soundproofed as we did not hear any neighboring condos. Nice blinds to block out light for sleeping. Fully equipped kitchen. Can’t think of anything I would change. The management company was amazing to work with. They even accommodated an extra night for us with no issues. Highly recommended!

Stayed 5 nights in Feb 2024

This review was submitted before 2018 and has not been verified.

6/10 Okay

Carrie S.

19 Jul 2017

DECLINED PER AF

The condo was very nice,however the person who clean the place could have done a better job. The bath tub had not been cleaned. There was a dirt ring still in the tub. The elevator was very dirty. MANAGER'S COMMENTS...I wish we had known about the tub. On your next stay, if you find anything not up to par, please give us a call right away. We would love the chance to make it right for you. We want you to enjoy every minute of your stay.

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Gail N.

6 Mar 2022

Beautiful, spacious, convenient with responsive management

The property was beautiful, spacious, tastefully decorated and clean. The bus to get to and from Winter Park was a short walk from the condo (1 long block). For people like myself who are not accustomed to this altitude and weather however, a car may be best but we aren't used to driving in the snow so I heavily relied on the bus system. I traveled with my mother who uses a wheelchair and so it was a bit tough but we were also able to schedule ride accommodations for her for free through the town. When she was home we took the bus. I don't recall paying anything to get on the bus. There was a McDonalds right in front of the bus stop which made it convenient. There was a grocery store a few blocks up. We did get a few groceries but not much as it was a struggle to pack them in the cold (and they only give boxes). We would have loved to have used the kitchen more; it was a full kitchen with everything we needed to use to cook. Also we needed to stay beyond the checkout time and the property manager accommodated us. The property manager was very responsive from our time of arrival until the very end. Traveling with my mom in a wheelchair in the snow was a challenge and we initially were dropped off at the property manager office by mistake. However, even then they accommodated us and helped us contact the Lift service again to get a new ride. Overall we enjoyed our stay and plan to return again in the future. MANAGER COMMENTS: So pleased it worked out overall for everyone. It is a challenge to do many things when you're up a altitude compounded with snow and ice! The town shuttle is always free and they have tremendous ADA/Paratransit options too. We are so pleased you could all get together. Do reach out if we can help find just the right spot for another mountain trip!

Stayed 2 nights in Jan 2020

Retreat in ♥ of Downtown WP | Pet-Friendly | Trailhead Lodges 133 | Near Park, Skiing & Playground

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